1597 Oakhurst Avenue, WINTER PARK, FL

$2,699,000

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5

Beds

5

Baths

4,410

Square feet

0.27

Acres

About 1597 Oakhurst Avenue

A DISTINCTIVE WINTER PARK RESIDENCE IN AN EXCEPTIONAL LOCATION. Set along a quiet brick street in one of Winter Park’s most established and desirable residential enclaves, this substantial custom home offers more than 4,400 square feet of living space in a setting surrounded by some of the area’s most architecturally notable residences. Originally built in 2015, the home has been thoughtfully and significantly enhanced by its current owners. The main living level was reconfigured to create a more open and functional flow, while the kitchen was completely renovated and wide-plank oak flooring was installed throughout both levels. The result is an interior that feels current and refined while remaining entirely appropriate to the home’s distinctive Winter Park character. Both HVAC systems have also been recently replaced. One of the residence’s most compelling qualities is the transition from its dramatic, old-world exterior presence through intimate courtyard and covered patio spaces into a beautifully updated interior. Soaring vaulted ceilings, exposed beams and generous room proportions create a sense of scale and architectural character rarely found in newer construction. The floor plan is equally impressive, with two bedroom suites on the main level, including a private primary retreat, while the second floor offers an oversized family-room loft, additional bedrooms and baths, and an abundance of storage. Indoor and outdoor living come together particularly well at the rear of the home, where the main living spaces open naturally to a large covered terrace and pool. The result is a true extension of the interior living environment and an ideal setting for year-round entertaining, relaxed gatherings and the Florida lifestyle Winter Park is known for. Rarely does a residence combine this degree of scale, architectural individuality, recent renovation and location so successfully. Zoned for top-rated public schools and near elite private schools, with easy access to Phelps Park, YMCA, ICC, WPRC and Park Avenue shops and restaurants!A sophisticated and highly livable custom home in one of Central Florida’s most coveted communities.

Features of 1597 Oakhurst Avenue

MLS® # O6436291
Price $2,699,000
Bedrooms 5
Bathrooms 5.00
Full Baths 4
Half Baths 1
Square Footage 4,410
Acres 0.27
Year Built 2015
Type Residential
Sub-Type Single Family Residence
Style Custom
Status Pending

Community Information

Address 1597 Oakhurst Avenue
Area Winter Park
Subdivision COMSTOCK PARK
City WINTER PARK
County Orange
State FL
Zip Code 32789-2744

Amenities

Parking Driveway, Garage Door Opener, Garage Faces Side
# of Garages 2
Is Waterfront No
Has Pool Yes

Interior

Interior Features Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
Appliances Bar Fridge, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Indoor Grill, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Heating Central, Electric
Cooling Central Air
Fireplace Yes
Fireplaces Other Room

Exterior

Exterior Features French Doors, Irrigation System, Outdoor Grill, Rain Gutters, Sliding Doors, Sprinkler Metered
Lot Description City Lot
Roof Shingle
Foundation Slab

School Information

Elementary Lakemont Elem
Middle Maitland Middle
High Winter Park High

Additional Information

Date Listed August 26th, 2026
Days on Market 2
Zoning R-1A
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeKELLER WILLIAMS REALTY AT THE PARKS

Listing Map

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